Red Roof Inn (CLOSED)

It may be magnificent, but when it comes to lodging, the Mag Mile isn’t always particularly wallet-friendly. Not so when it comes to the Red Roof Inn, tucked just a block off the city’s most famous street. Minutes from Lookingglass Theatre, the Museum of Contemporary Art, Water Tower Place and shopping aplenty, the Inn packs a considerable amount of bang per traveler’s buck. Being steps away from some of the city’s most popular destinations certainly simplifies travel for human tourists, but the Red Roof makes things easy for four-legged travelers too: the pet-friendly hotel allows each room one fuzzy companion without any additional charge.